Five young strangers are directed by a voice to travel across America and accomplish missions as they go. After a trip to Ivanpah Lake, Nevada, they set out to find the youngest mayor in America and win the key to his city. To Shelley’s chagrin, Los begins to flirt with her.

The first five of road rules find out they are going dog sledding in Colorado, and get a clue to head to Louisiana after the snowy trip to work for some money that is badly needed.

After dog sledding and snow camping, the tired five set out for Shelley’s hometown, Oklahoma City. Shelley confides to her mother that she and Los have a problem. As Kit and Mark discover their mutual attraction, an explosion erupts between Allison and Los.

When the Winnebago reaches Louisiana, the group finds work at an alligator farm. On Bourbon Street in New Orleans, the cast drinks, dances and parties with the locals while Kit and Mark’s relationship heats up.

Kit and Mark try to rationalize why they kissed. The RoadRulers’ mission to find the “first Man of Jazz” in New Orleans leads them to a Voodoo priestess and a séance.

The Road Rulers go to a nudist camp in Pace, Florida, where only three agree to strip naked in order to get their next clue. After Americus, Georgia, they end up in Kit’s home town where she finds the courage to tell her boyfriend about kissing Mark.

Kit's boyfriend says that he can not trust her anymore after that kiss in New Orleans, and she says that he is a jerk. Once everyone gets back to Kit's house they went out to a club. The next day Mark's girlfriend and some of his friends come up from Gainesville. Their next clue tells them that they need to find Old Baldy. So when the group finally figures out that Old Baldy is a lighthouse on an island, they take a fairy over to it and find a tape with a clue telling them that there next mission is to work at a fish plant and to also work on a fishing boat. So when they arrived at the fish plant, Los and Kit was the lucky ones to go out on the boat, so they had to meet them at 5:00 am. Once the boat gets out in open water Los starts to get really seasick. At 8am everyone else gets up and reports to the fish plant where they are put to work sorting fish and weighing them, they seem to be having more fun than Los and Kit are. Finally Kit and Los get back in and they are given their p

The cast arrives in Manhattan and the clue tells them to go to Madison Square Garden. They meet up with Chris the head clown and he tells them they will be clowns for a day in the Barnum and Bailey Circus. They won't be in the actual circus but they will warm up the crowd before the show. They get made up and get into costumes. Los is a chef and Shelly is a fat old lady. The rest of them are regular clowns. Kit shares stories of the trip with the clowns. Everyone practices juggling and balancing on things. Mark is the best out of all of them. They do a meet and greet with the crowd and Kit feels bad when one of the kids cries because he is scared of her. Chris tells them to be there the following morning at 6:30 because they had to try to get on The Today Show. They stay and watch the rest of the circus. Everyone except Los goes to Bourbon Street which is Alison's favorite bar. They stay out really late and Alison really parties since she feels right at home They get up late and are

The captain takes them inside and Major Bride welcomes them and tells them they will get a small taste of the training by doing physical and mental courses that the marine candidates go through. Shelly doesn't feel like this is for her but she sucks it up for the team. Their first mission is to get explosives over a 9-foot wall and across some water. After unsuccessfully trying to get across Kit falls in the water and professionals show them how to do it. The second mission is to make a little raft and get materials and themselves across the water. The girls are successful but the guys are too heavy for the raft and time runs out before they can get across. The next thing they have to do is get through the obstacle of ropes. Everyone does well except for Shelly who is scared and has problems but she eventually finishes. The cast is hungry but all they get are MRE's, that are Meals Ready to Eat, and they consist of little packages with food and utensils and sauce in it. It's not what

When the arrived in Nashville Indiana they found out that they were going to help the cops. Kit and Shelly got to ride with the Sheriff, and got to pull over a family that was driving to fast, and Kit out of the kindness of her heart gave him a warning. Los, Mark, Allison got to work with the Marshall and direct traffic for the annual Easter egg hunt. Later in the day Kit and Shelly got to go on a chase to catch a jeep that ran over a sign, it ended up being a 16 year old and he admitted to doing it so they took him in. After the Easter egg hunt Los gave a ticket out to a van that was parked in the wrong direction. After lunch Los, Mark, and Allison got to set a speed trap, and ended up catching a young girl. and ended up giving her a warning also. When they were heading back to the city hall the owner of the van came to ask them about the ticket that Los had gave him earlier, and in remembering how he felt when he got pulled over in Washington DC he threw out the ticket also.

On the way to the concert Kit, Mark and Shelly played poker and the loser had to moon the nest car that they passed, and Shelly lost so she had to get up in the passenger seat with a towel and drop her pants. When they got to the concert, they found out that they where to set up the concert not play in it. Everyone except Shelly had to manual labor, she got to work in the Productions office. When Mark and Kit were helping to sort T-shirts, Mark stole one, which was stupid because they ended up getting one any ways. During the sound check Allison got to tune Eddie's guitar. When the day was done thier reward was to meet Van Halen. They seemed to get along very well with the band and just before the band went on Sammy gave them a tape with a clue on it: Go to Illinois and have a smashing time. So after they got thier clue they went to the concert and had a great time

On the way to Rockford, the cast decides to stop in Chicago. At night, the cast splits up to do their own thing. Los meets up with a friend of his. Mark and Kit go to a Tequila bar. Alison and Shelley go to the Hard Rock café, where they talk about how much Los is frustrating them. Shelley hates the fact that Los only likes her because of the color of her skin. The next morning, they arrive at the Rockford Speedway where they meet up with David. As usual, Los isn't very enthusiastic about racing. David tells them that they will be part of the demolition derby where the driver wears a paper bag over his head. The cast goes to check out their cars. Mark and Kit decide to ride together, as does Shelley and Alison. They are given spray-paint and they're allowed to decorate their cars. Mark tests out one of the Nascar Cars. The professional drivers get on the track and the cast watches them. Mark gets the privilege of participating in one of the races. Everyone is proud of Mark for

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The next clue told them that they would be skydiving. And when they got to the field they were told that they would be doubling up with an instructor. When Allison put on her harness she place kermit in the frount where it looks like he was free falling. When Mark jumped out of the plane his primary and reserve chute did not open up, the only thing that saved him was a CO2 canister that exploded at a certain altitude and released the chute. Once Mark relized what happened he was very scared. After each one jumped a little parachute droped with their next clue: telling them that they had a job at a motel in Utah. When they got to the motel they found out that they had to paint a big dinosaur pink, half way through the paint job, Mark and Kit get the idea of painting the T-rex next sores, toenails pink. So when the finished thier job they got paid, and on the crane was a stuff dinosaur with a note in it telling them that there were to meet the B.O.S.S. The closer that they got to t

The next morning they packed up and head out back on the trail. And they continued to fight and get lost. When they eventually found a river on the map, they started to feel better and stopped fighting. When they finally made it back to the Winnie, they found a trophy that told them that they were to go to a spa in California. On they way to the Spa, the group started remembering all the fun that they had had on the adventure. When they made it to the Spa they received a mud bath, use of a Jacuzzi and a massage, but it did not take long for Kit and Mark to start massaging each other. Just when Kit and Mark started walking down the hall they dropped their towels to flash the camera.. After they got done with the Spa they went to a Chinese restaurant where they had dinner and after dinner they was given fortune cookies with clue in them telling them that they need to go Santa Barbara for their next clue. On the way to Santa Barbara they decided to stop in San Francisco to get tattoos

Five strangers meet in Santa Monica, California and receive a set of clues that lead them to a farm on Catalina Island.

Road Rules alum Mark and Kit host a travel guide through the Americas.